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Vacation rentals in Kaupo

Vacation rentals in Kaupo

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kaupo

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Oceanfront Penthouse with Breathtaking Ocean Views
    SUPERHOSTEntire apartment · 3 guests · 2 beds · 1 bathroom
    Oceanfront Penthouse with Breathtaking Ocean Views

    Two Airbnb Superhosts provide you this fun top-floor oceanfront condo that features sweeping views of mesmerizing ocean waves, beaches, islands, surfers, and sunsets from the lanai...a scenic backdrop for your relaxing dream vacation on Maui! Located in sought-after Punahoa Beach Condominiums, this fourth-floor unit perched high above secluded Cove Beach faces West to offer you dramatic sunset skies plus panoramic Pacific views atop the premiere spot in Kihei for surfing and paddleboarding.

    What guests are saying:

    “What a perfect place to extend our Kihei trip. The unit is a wonderful getaway for two. I can't wait to stay again. The location is perfect, far enough off the main drag that there is no traffic noise, but close enough to walk to restaurants. The lanai overlooks a sandy cove beach and a surfing area. The beach is steps away. The sunset view is spectacular and we loved falling asleep to the sound of waves in the very comfortable king bed. Anthony is a responsive host and easily worked with us to adjust our check-in time.”

  • Steps to Maui's Charley Young Beach, Condo Apt #2
    SUPERHOSTEntire apartment · 3 guests · 2 beds · 1 bathroom
    Steps to Maui's Charley Young Beach, Condo Apt #2

    This first-floor condominium apartment located on Iliili Road is just half a block away between two of the most scenic beaches in all of Maui: Charley Young Beach & Cove Beach, which is Kihei's best surfing spot. This condo is 500 square feet plus large private patio. Includes full kitchen, one bedroom with King size bed and private bathroom, free wi-fi internet. Air conditioners in the living room and in the bedroom.

    What guests are saying:

    “We absolutely loved our stay at Thomas's place! When he says steps to the beach, he's not kidding. We were able to walk barefoot from the porch gate to the beach! You can also walk to restaurants, shops & scuba rentals! Street parking was never a problem, and often we were able to park right in front. When we arrived we were greeted with a welcome note on the door and inside the fridge with water. A starter set of shampoo, conditioner, soap and lotion was helpful upon arrival to hold us over until getting to the store! The king size bed is spacious and comfy! The only note I would make, is that if you're a light sleeper, the AC unit and the ceiling fan in the bedroom are quite noisy. Thankfully being close to the beach we felt cool enough that we hardly used the AC units.”

  • Beautiful 2BR Condo with view at Maui Vista Resort
    SUPERHOSTEntire apartment · 4 guests · 3 beds · 2 bathrooms
    Beautiful 2BR Condo with view at Maui Vista Resort

    This two bedroom two bath condo at Maui Vista Resort with a view of the ocean and West Maui mountains off in the distance is located on the top floor in the building closest to the beach. Includes a full-sized loft where the second bedroom and bath are located. Air conditioners in both the living room and master bedroom. You'll love the open fun feel of this space! You'll have an awesome time being within easy walking distance of beaches and restaurants and shopping and surf spots and more!

    What guests are saying:

    “Thomas and Anthony’s place is perfect. Great location to the beach and they had 2 boogie boards and beach chairs for us to borrow. The space was great. They were so accommodating and provided enough towels for the beach and for the multiple showers we needed after the beach. Great spot in Kihei if you’re looking for relaxing stay.”

Holiday rentals for every style

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Popular amenities for Kaupo holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Kaupo

Ocean View Condo at the Island Surf in Kihei Maui
SUPERHOSTEntire apartment
Ocean View Condo at the Island Surf in Kihei Maui
Price:£97 / night
Comfy apartment near great beaches in Kihei Maui
SUPERHOSTEntire apartment
Comfy apartment near great beaches in Kihei Maui
Price:£92 / night
Stylish Condo at Maui Vista Resort with Ocean View
SUPERHOSTEntire apartment
Stylish Condo at Maui Vista Resort with Ocean View
Price:£103 / night
Stylish 2BR Maui Parkshore Condo at Kamaole Beach
SUPERHOSTEntire apartment
Stylish 2BR Maui Parkshore Condo at Kamaole Beach
Price:£121 / night
Sunrise Hana Beach Studio
Entire flat
Sunrise Hana Beach Studio
Price:£117 / night
Comfortable condo at Maui Vista Resort in Kihei
SUPERHOSTEntire apartment
Comfortable condo at Maui Vista Resort in Kihei
Price:£94 / night
Cute condo 3 blocks to best beaches in Kihei, Maui
SUPERHOSTEntire flat
Cute condo 3 blocks to best beaches in Kihei, Maui
Price:£97 / night
Ocean View Condo: Cozy & Fun at The Shores of Maui
SUPERHOSTEntire apartment
Ocean View Condo: Cozy & Fun at The Shores of Maui
Price:£119 / night
Ocean View 1BR @ The Shores of Maui upscale style
SUPERHOSTEntire apartment
Ocean View 1BR @ The Shores of Maui upscale style
Price:£205 / night
North Shore Lookout Maui - PELE SUITE - Maui B&B
SUPERHOSTPrivate room
North Shore Lookout Maui - PELE SUITE - Maui B&B
Price:£204 / night
Nice Condo in Kihei Akahi Resort at Kamaole Beach
SUPERHOSTEntire apartment
Nice Condo in Kihei Akahi Resort at Kamaole Beach
Price:£111 / night
The Farm Cottage -At Olamana Organics
Entire cottage
The Farm Cottage -At Olamana Organics
Price:£158 / night
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